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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464953Generated: November 1, 2026

Toluene → HCID 57735330, compound

https://huagongshe.com/reaction/1464953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant1-Naphthaleneboronic acidHCID 254532—
Reactant2,6-DibromoanthraquinoneHCID 10959484—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57735330HCID 57735330—

Reaction Steps

A suspension of 28.7 g (100 mmol) of 2,6-dibromoanthraquinone, 44.7 g (260 mmol) of 1-naphthylboronic acid, 89.2 g (420 mmol) of potassium phosphate, 1.8 g (6 mmol) of tri-o-tolylphosphine and 225 mg (1 mmol) of palladium(II) acetate in a mixture of 200 ml of dioxane, 400 ml of toluene and 500 ml of water is refluxed for 16 h. After cooling, the solid is filtered off with suction, washed three times with 100 ml of water each time and three times with 100 ml of ethanol each time, dried in vacuo and subsequently recrystallised twice from chlorobenzene. Yield: 41.6 g (90 mmol), 90.3% of theory; purity: 99% according to NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999521B2
Source datasetuspto-grants-2015_04
ORD IDord-1e4f08c3a6b647268503bba635082e59
Source noteuspto-grants-2015_04